Claret-red tetrazo dye.



STATES PATENT rrrcn.

JULIUS HERBABNY, OF OFFENBAOI-I-ON-THE-MAIN, GERMANY, ASSIGNOR TO K. OEHLER, ANILIN AND ANILINFARBEN-FABREK, OF SAME PLACE.

CLARET-RED TETRAZO DYE.

SPECIFICATION forming part of Letters Patent N 0. 639,042, dated December 12, 1899.

Application filed July 19, 1899. Serial No, 724,341. (Specimens) l czn oonoar nrn and dyeing vegetable fibers without mordants claret-red shades.

I have discovered that if tetrazotized paradiaminssuch as benzidin, tolidin, dianisidin,diamidostilbene, and the like-be allowed to act upon two molecules of amido phenyl pyrazolone carbonic acid new direct coloringlnatters result, the constitution of which may be shown by the general formula COOH t=N mined O.l l.O H .NH R (13001-1 C:N

NI'LN C l wherein R means a paradiamin. These dyestulfs dye vegetable fibers yellowish to bluish claret-red shades, which are distinguished by their fastness to light and washing. The new coloring-matters may also further be diazotized, either in substance or on'the fiber, and then combined resp. developed with suit able color-producing agents, as amins, phenols, and the like.

For the practical carrying out of my inven' tion I may, for instance, proceed as follows: Eleven kilos of tolidin or the equimolecular proportion of another of the above-cited diamins are dissolved in about three hundred parts of water and 28.5 kilos of hydrochloric acid 20 Bauni. The solution thus obtained is preferably cooled down by ice or otherwise to about 5 centigrade and then diazotized in the known manner by the addition of a concentrated aqueous solution containing 7.2 kilos of sodium nitrite. The resulting tetrazo body is then poured into an aqueous solution prepared from twenty-five kilos of amido phenyl pyrazolone carbonic acid, twenty-five kilos of sodium carbonate, and seven hundred parts of water and a corresponding amount of ice to keep the temperature low during the operation. The formation of the coloring-matter begins quickly and the dyestnff produced separates out as a dark claretred precipitate. To complete the combination, the whole mass is allowed to stand for about twelve hours while stirring. It is then slowly heated up to about 80 centigrade, salted out, filtered, pressed, and dried. The same coloringunatters result if the combination be carried out, instead of analkaline solution, in neutral or acid solution.

Now, what I claim, and desire to secure by Letters Patent, is the following:

1. As a new manufacture, the new direct claret-red coloring-matters,res ulting from the action of a tetrazotized paradiamin upon amido pyraz'olone carbonic acid, their constitution being represented by the general formula wherein R represents a paradiainin, and 2. As a new article of manufacture the spe which are when in a drystate, brown to browncific tetrazo dye herein described, resulting black powders with a metallic luster, easily from the reaction of tetrazoditolyl upon amido soluble in water with a b1uisl1-red color and phenyl pyrazolone carbonic acid, its constiwhich dye unmordanted cotton claret red tution being shown by the formula shades which are fast to light and soap, substantially as herein described.

COOH

tIN ,iI .cn,.Nn.N=c

( JONC H NH coon (IJ=N which dyes unmordanted cotton claret-red In testimony whereof I have signed my shades fast to washing and light, and which name to this specification in the presence of is in a dry state a brown to dark-brown powtwo subscribing Witnesses.

der with a metallic luster, easily soluble in water with a bluish-red color, and which pro- JULIUS HERBABNY. duces in concentrated sulfuric acid a solution of a bluish-violet color from which on addition of a little Water there are precipitated brown-red flocks which slightly dissolve even on addition of much Water.

WVitnesses:

JEAN GRUND, ROBERT BUHL. 

